
Family-friendly vacation rentals in Olean
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Olean
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Stylish & Secluded Hideaway, 5 mins to EVL
This private space is quietly tucked away in a stand of pines in the woods alongside Bryant Hill Creek. A wall of windows brings nature and natural light pouring into the space, and a fully-equipped kitchen and European bathroom provide modern comfort. Less than 4 miles outside of E-ville, it comfortably sleeps 2 adults and offers a chic and romantic setting for a couple to hide away with easy access to downtown. 4x4 a must in the snow, or simply park at the foot of the driveway. Tv & wifi.

Joe's Cozy Loft
Joe's Cozy Loft is now under new management! Expect the same great accommodations and amenities as before but with seamless and Superhost service. Your stay with us includes wifi, off street parking after business hrs, a luxurious 2 person jet tub, laundry capabilities, a private deck with grill and more. We are a short walk or drive to many local restaurants and taverns. We are nestled in the heart of the the Enchanted Mountains with easy access to Ellicottville skiing, Buffalo and much more!

Country get away
Beautiful private country setting. Perfect spot to take in the fall foliage and count the stars as you sit around the fire. Newly remodeled cozy country cottage . Full kitchen and washer and dryer available . Perfect get away from the hustle and bustle of the city . Central location to all of the area attractions like Holiday Valley ski resort , Ellicottville shopping and restaurants and Seneca Allegany casino. WiFi and dish network provided in a clean and sanitized space. Gas grill available

Stylish 3-bedroom home near Ellicottville, NY
Stylish, entire residential 3 bedroom/ 1 bath home. Close to Ellicottville/skiing -30 mins., St. Bonaventure University, Cutco, Rock City Park, Allegany State Park, kayak launch, biking, and walking trail. Niagara Falls is a 1.5-hour drive, Zippo 30 minutes. Walmart and movie theater are 2 miles away. Many restaurants are nearby. A seasonal 2 screen drive-in movie theater-20 min. drive. 2 queen beds , 1 double bed, and a chair converts to a twin size bed. Fully equipped kitchen.

Cozy log cabin
Looking for the perfect getaway? Our cozy cabin tucked in the woods offers the ideal balance of privacy and proximity. You'll be 4 miles from downtown Ellicottville where you can spend a day walking through the shops, restaurants, brewery and winery. Want outdoor adventure? Holiday Valley is 5 miles away, where you'll find the best skiing, tubing, mountain biking and golfing in the area. We're also just a short drive to Salamanca and Allegany state park where more thrills await!

Henley Hideaway
Centrally located to downtown Olean, this 2 bedroom unit is sure to make you feel at home! Enjoy easy access to local restaurants, Four Mile Brewery, and the Allegheny River Trail for a bike ride or scenic walk. Includes free Wi-Fi, off-street parking, a fenced in yard, on site laundry, a full kitchen and more. Close to St. Bonaventure University, 30 min drive to Ellicottville & Holiday Valley. This is the back unit and will share a driveway with any guests staying in the front unit

The Country Cabin
Quiet, peaceful, and private cabin in the woods. Explore 4000 acres of State Land nearby. Hiking, nature walks, or birdwatching. Enjoy cross-country skiing on the nearby state land. Relax by the pond, fish, or take a refreshing swim. Tall Pines ATV Park (11 miles) offers off-road adventures. Hit the slopes at Swain Ski Resort (22 miles) for winter sports. Located near SUNY Alfred and AU (2 Miles), ideal for parents visiting. Perfect for a family vacation or a weekend getaway.

Olean Ny 4 bedrms. entire house. St. Bonaventure
One 58 inch tv. 1940's home . Location is perfect! 2 miles from St. Bonnies.Rock City is close.Niagra Falls 1.5hr,Ellicotville, You can walk everywhere Pizza place across the street Grocery store is 3 blocks away and the movies &Walmart only a mile.Great restaurants stones throw away.We have a fire pit/ grill. Price depends on how many people. $15 per person per night over 5&must tell owner about extra day visitors and they are 5.00 per person. dog fee 35. a nt

Firefly Chalet
Ideal private chalet getaway in Ellicottville NY. The property is located at the top of a hill on a private drive, giving you a beautiful overlook of the valley. The location is a 5 min drive to downtown Ellicottville and 3min drive to Holiday Valley. There are many state land hiking trails off of the private drive. Convenient location for families looking to ski for the weekend, hike locally/at Allegany State Park, and visit the beautiful town of Ellicottville NY.

The Porcupine, featuring fiber optic internet
* Get Away From it all The Porcupine is a small, comfortable and private log cabin. And and we are proud to be solar powered! Great for a couple or a family with small children. Rural setting great for hikes or bikes. 3 miles to the village of Ellicottville. 8 miles to the Seneca Allegany Casino. And 2 miles to the slopes of Holiday Valley

Forest Cabin in Stargazing Field
Olga Farm is an absolutely lovely place in the heart of the Pennsylvania Wilds. We have a private stargazing field where we host tent campers. Our Forest Cabin is a step up from that in that you don't need to worry about a tent, but it's still essentially camping. Breath taking sunrises, a lovely organic garden, acres of forest, & dark skies at night round out what makes for an unforgettable experience!

Cozy apartment tucked into the forest (with sauna)
Nestled in the forest only seven minutes’ drive from Holiday Valley, this contemporary style self-contained apartment is the perfect weekend getaway for skiing and nature-loving couples. With every luxury and convenience including a sauna, you can home cook meals or barbecue on the deck, with nothing but forest beyond, relax and watch a movie on our LCD screen or use high speed internet on cable.
Popular amenities for Olean family-friendly rentals
Family-friendly home rentals with a hot tub

Custom-Cozy-Secluded Cabin by Resorts-Hot Tub/Pets

Knotty and Nice Cozy Cabin with Hot tub

Elk Creek Chalet, 2 minutes from town!

Pines Chalet in Ellicottville ~ Hot Tub~Fireplace

Riverside Retreat 3BR-Games Room-Hot Tub-Fire Pit

Privacy on the Mountain, Ellicottville.

The Hills and The Holler (Westline)

Private Cozy Hideaway w/Hot Tub - Hike from Cabin!
Family- and pet-friendly home rentals

Quiet Creekside Escape in the Enchanted Mountains

Potter County Family Retreat-Dark Sky Stargazing

WAG Trail Inn on the Genesee TREEHOUSE

Charming and comfortable. Centrally located.

Cozy Country Cabin

Quiet Convenience

Timberdoodle Lodge: Grammy's Cottage

The Ridge Airbnb and Campground
Family-friendly home rentals with a pool

Serene, coastal vibe

Private Pool, Tiny House & Rustic Barn Game Room

Lucky Day Cabin Ellicottville/Ashford 30 acres

Tamarack Club Holiday Valley Deluxe Room

Valley View Glamper

Red Stove Retreat @ Wildflower - Holiday Valley

Family-Friendly Cabin with Heated Pool & Sauna

The Guest House at Burdick Blueberries Farm
When is the best time to visit Olean?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 518 | ﺩ.ﺇ 470 | ﺩ.ﺇ 547 | ﺩ.ﺇ 496 | ﺩ.ﺇ 584 | ﺩ.ﺇ 477 | ﺩ.ﺇ 566 | ﺩ.ﺇ 540 | ﺩ.ﺇ 514 | ﺩ.ﺇ 533 | ﺩ.ﺇ 551 | ﺩ.ﺇ 466 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 11°C | 5°C | 0°C |
Quick stats about vacation rentals that are family-friendly in Olean

Total vacation rentals
Explore 20 vacation rentals in Olean

Nightly prices starting at
Olean vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Olean vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Olean rentals

4.8 Average rating
Olean stays are highly rated by guests—averaging 4.8 out of 5!
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- Letchworth State Park
- Holiday Valley Ski Resort
- Allegheny National Forest
- Allegany State Park
- Stony Brook State Park
- Knox Farm State Park
- Kissing Bridge
- Kinzua Bridge State Park
- Holimont Ski Club
- Ellicottville Brewing Company
- Eternal Flame Falls
- Chestnut Ridge Park
- Lucille Ball Desi Arnaz Museum
- National Comedy Center
- Zippo & Case Museum/Visitor Center





